Transient Stabilization Effect of CO2 in the Electrochemical Hydrogenation of Azo Compounds and the Reductive Coupling of α‐Ketoesters DOI
Yulei Zhao,

Xuqiang Guo,

Shuai Li

и другие.

Angewandte Chemie, Год журнала: 2022, Номер 134(48)

Опубликована: Окт. 7, 2022

Abstract The carbon dioxide (CO 2 ) capture and utilization has attracted a great attention in organic synthesis. Herein, an unpresented transient stabilization effect (TSE) of CO is disclosed well applied to the electrochemical hydrogenation azo compounds hydrazine derivatives. Mechanistic experiments computational studies imply that can radical anion intermediates protect from potential degradation reactions, finally released through decarboxylation. promotion was further demonstrated work preliminary study reductive coupling α‐ketoesters vicinal diol For reactions mentioned above, indispensable. presented results shed light on different usage could inspire novel experimental design by using as protecting group.

Язык: Английский

Iron-catalyzed regioselective synthesis of (E)-vinyl sulfones mediated by unprotected hydroxylamines DOI
Lin Zhu,

Dian Song,

Yihan Liu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(46), С. 9127 - 9131

Опубликована: Янв. 1, 2022

An Fe-catalyzed unprotected hydroxylamine mediated Heck-type coupling between sulfinic acids and alkenes furnished structurally important ( E )-vinyl sulfones with moderate to good yields, high atom-economy regioselectivity.

Язык: Английский

Процитировано

7

Organoboron-Promoted Electrochemical Chlorosulfonylation of Alkenes with Sulfonyl Chlorides DOI
Xi Peng,

Shaokun Tao,

Weichao Xue

и другие.

Organic Letters, Год журнала: 2024, Номер 26(18), С. 4018 - 4023

Опубликована: Апрель 26, 2024

Although extraordinary advances have been achieved by the transition-metal catalysis system, there is an urgent need to explore and develop alternative methodologies that are more environmentally friendly. Herein, we report electrochemical chlorosulfonylation of alkenes using a wide range sulfonyl chlorides with inexpensive, degradable, commercially available organoboron as promoter. Furthermore, this protocol employs convergent paired electrolysis, reducing for sacrificial anodes minimizing extent hydrogen evolution.

Язык: Английский

Процитировано

1

Csp3–H Imination Using Arylazo Sulfone as a N Source: An Approach to Access Imines DOI
Yulei Zhao, Shuai Li, Yuhang Fan

и другие.

Organic Letters, Год журнала: 2023, Номер 25(31), С. 5911 - 5915

Опубликована: Авг. 2, 2023

An unprecedented Csp3-H imination reaction using arylazo sulfones as the readily accessible and stable N source is reported. The synthetic virtues are demonstrated through mild conditions, simple operation, good air compatibility, functional group tolerance, well suitability for gram-scale reaction. resulting imines can be further converted to α-amino acids. presented results shed light on an unusual usage of will inspire novel experimental design by source.

Язык: Английский

Процитировано

3

Synthesis of Polycyclic 3,3′-Biindoles via AgOTf-Catalyzed Nucleophilic Addition and Cycloisomerization DOI
Yulei Zhao, Shuai Li, Yuhang Fan

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(9), С. 6418 - 6425

Опубликована: Апрель 25, 2022

A method for the rapid synthesis of polycyclic 3,3'-biindole derivatives has been developed through AgOTf-catalyzed nucleophilic addition and cycloisomerization processes. The cascade reaction employs readily accessible indoles their N-2-formylphenyl provides functionalized 3,3'-biindoles in moderate to good yields under mild conditions. This is highly efficient takes only several minutes (∼5 min). Notably, also highlighted by a Selectfluor-mediated oxidation that quickly generates oxindole derivatives.

Язык: Английский

Процитировано

5

Electrochemical Cyclization of Alkynyl Enaminones: Controllable Synthesis of Indeno[1,2-c]pyrroles or Indanones DOI
Yulei Zhao, Yuhang Fan,

Xiaohan Meng

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(16), С. 11131 - 11140

Опубликована: Авг. 4, 2022

We report an electrochemical intramolecular [3 + 2] cyclization of alkynyl enaminones in a user-friendly undivided cell under constant current conditions without oxidant and catalyst, indeno[1,2-c]pyrrole derivatives could be obtained good to excellent yields. Notably, preliminary substituent-controlled selective transformation is also achieved electrocatalysis alone, (R4 ≠ H) or indanone = prepared directly adding base heating process.

Язык: Английский

Процитировано

4

Copper-catalyzed selective construction of vinyl sulfones employing TosMIC as a C1 synthon and sulfone source DOI
Qun Cai,

Meng-Jie Si,

Xin-Ru Shi

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2528 - 2533

Опубликована: Янв. 1, 2024

A novel strategy for the selective synthesis of ( E )-vinyl sulfone derivatives from p -tosylmethyl isocyanide (TosMIC) and ortho -substituted benzaldehydes has been established.

Язык: Английский

Процитировано

0

Selectfluor-Mediated Oxidative Dehydrogenation of Hydrazines: A Process for the Synthesis of Azo Compounds DOI
Yulei Zhao, Shuai Li,

Jinjie Cui

и другие.

Synthesis, Год журнала: 2022, Номер 54(23), С. 5245 - 5252

Опубликована: Июль 13, 2022

Abstract A facile method to synthesize azo compounds from hydrazine derivatives is developed. This represents the unprecedented example of Selectfluor-mediated oxidative dehydrogenation derivatives. The reaction might proceed through N-fluorination and elimination processes. protocol exhibits key features including simple operation, mild conditions, good functional group tolerance, high efficiency. Moreover, advantage also highlighted by conversion a sulfonyl-substituted compound furnish acetanilide in excellent yield under 4 W blue LED irradiation.

Язык: Английский

Процитировано

2

Transient Stabilization Effect of CO2 in the Electrochemical Hydrogenation of Azo Compounds and the Reductive Coupling of α‐Ketoesters DOI
Yulei Zhao,

Xuqiang Guo,

Shuai Li

и другие.

Angewandte Chemie, Год журнала: 2022, Номер 134(48)

Опубликована: Окт. 7, 2022

Abstract The carbon dioxide (CO 2 ) capture and utilization has attracted a great attention in organic synthesis. Herein, an unpresented transient stabilization effect (TSE) of CO is disclosed well applied to the electrochemical hydrogenation azo compounds hydrazine derivatives. Mechanistic experiments computational studies imply that can radical anion intermediates protect from potential degradation reactions, finally released through decarboxylation. promotion was further demonstrated work preliminary study reductive coupling α‐ketoesters vicinal diol For reactions mentioned above, indispensable. presented results shed light on different usage could inspire novel experimental design by using as protecting group.

Язык: Английский

Процитировано

2